JP2019522029A - A method for controlling insects, wherein alkoxylated glycerol is applied to the soil - Google Patents

Abstract

The present invention relates to a method for controlling insects, wherein a composition comprising an insecticide and a polymer is applied to soil, the polymer is formed from an initiator and a plurality of C _{2 to} C ₆ alkylene oxide units, and the initiator is at least An aliphatic polyol having three hydroxyl groups. The present invention further relates to a composition comprising a pesticide and polymer, the polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units, the initiator is an aliphatic polyol having at least three hydroxyl groups .
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Description

The present invention relates to a method for controlling insects, wherein a composition comprising an insecticide and a polymer is applied to soil, wherein the polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units, An aliphatic polyol having at least three hydroxyl groups. The present invention further relates to a composition comprising a pesticide and polymer, the polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units, the initiator is an aliphatic polyol having at least three hydroxyl groups . The present invention includes a combination of preferred features and other preferred features.

  Many pesticide formulations contain pesticides that have little or no soil mobility after application. However, in certain cases, increasing and controlling soil mobility is advantageous, for example, for controlling soil-dwelling pests, particularly termites.

  If the goal is to move pesticides with low soil mobility into a deeper soil layer in a controlled manner, the available options are almost exclusively mechanical, digging the trench directly into the trench wall An example is treating and spraying the active ingredient formulation under pressure into a deeper soil layer. Such methods require a high degree of labor and / or equipment.

  It is an object of the present invention to provide a compound that improves the soil mobility of insecticides, which has a high absorbency, especially in soil, so that the active ingredient enters deeper soil layers with reduced effort if any. Is the purpose.

This object is achieved, a composition comprising a pesticide and polymer is applied to the soil, it is solved by a method for controlling insects, wherein the polymer is formed from the initiator and a plurality of C ₂ -C ₆ alkylene oxide units And the initiator is an aliphatic polyol having at least three hydroxyl groups.

  The term “applied to the soil” includes, for example, application to the soil from the top or application to the soil. The composition may be applied to the soil by direct placement in the soil (e.g., drenching, e.g. digging, trenching / or rodding), e.g. by drenching in the soil. Applied to soil by drip irrigation, by furrow application, by soaking roots, tubers or bulbs in nursery tray application, or by soil injection. Preferably, the composition is applied to the soil by dipping in the soil or by soil injection. In particular, the composition is applied to the soil by soil injection.

  In a method for controlling insects, a composition comprising an insecticide and a polymer is usually applied in the form of an aqueous dilution. The concentration of the pesticide in the aqueous dilution is adjusted by the usual application concentration or ratio, for example as given on the product label of the composition. The aqueous dilution can contain from 100 to 10,000 ppm, preferably from 300 to 6,000 ppm, in particular from 500 to 4,000 ppm of polymer. The polymer may be present in the composition or may be added to the composition when preparing an aqueous dilution.

  The soil is usually in the vicinity of a structure, such as a building. Preferred structures are any landscaping that may exist near buildings, decks, buildings and / or decks, around utility poles, and around plants. A preferred structure is a building. Preferably, the soil is present under the building or within a radius of 50 m (preferably 25 m, especially 10 m).

  In one form, the composition is applied into the soil by direct placement of the composition into the soil. Arrangements may include excavations of grooves (e.g., approximately 4-6 inches wide, 6 inches deep), and within the grooves (e.g., straight per 10 feet per groove, 1 foot deep, 4 gallons) The composition is applied (in proportion). Arrangement may also include distributing the composition into the ground through the use of a rod-like infusion tool that can pierce into the ground or the top of the footer (ie, part of the foundation of the building). The arrangement may in another form comprise the application of the composition in a groove, for example a groove having a depth of 1-30 cm, preferably 2-15 cm, in particular 2-10 cm.

  In a preferred form, the composition is applied into the soil by soil injection. Soil injection may include treating soil near the structure. Soil injection can include injection by an injection device, for example, the following steps: placing the injection device on a first injection site generally near the structure; operating the injection device to said first injection site Injecting a pesticide downwardly into the soil of the first injection site without pre-disturbing the soil at the first injection site; an injection device at least partially with the first injection site; Unlikely, moving to a second injection site that is generally near the structure; and operating an injection device to inject a pesticide down into the soil at the second injection site, comprising: Including a step performed without prior disturbance of the soil at the second injection site. A preferred soil injection method and apparatus is known, for example, from WO 2011/106420.

  The term `` insecticide '', unless apparent from the context, controls not only in the narrow sense of insecticides, i.e. active ingredients preferred to control insects, but also invertebrate pests that inhabit soil. Further preferred active ingredients are in particular nematicide and acaricide. Termiticides are usually preferred insecticides for controlling termites.

  Insecticides (preferably termites) are usually insoluble in water. The insecticide can have a solubility in water (for example at 20 ° C.) of up to 10 g / l, preferably up to 2 g / l, in particular up to 0.5 g / l.

The insecticides used according to the invention preferably have a soil absorption coefficient K _{o / c} of> 250, more preferably> 400. Preference is given to using insecticides with a solubility in water of <1.0 g / l at 25 ° C. and 1013 mbar and a Ko _{/ c} value of> 250.

K _{o / c} describes the distribution of the active ingredient between the organic components of the soil and the aqueous solution. A high K _{o / c} value indicates a strong binding of the active ingredient to the organic soil material and therefore its soil mobility is lower than that of the active ingredient with a lower K _{o / c} value. The K _{o / c} value is the formula:
K _{o / c} = K _d × 100 / C _org [%]
[Wherein the K _d value represents the soil / water partition coefficient for the active ingredient equilibrium and C _org represents the carbon content of the soil in%]. The experimental procedure for determining the K _{o / c} value is described in detail in OECD guideline No.106. In this procedure, a suspension of soil and 0.01 M CaCl ₂ solution is prepared. To this suspension is added the active ingredient (preferably identified with a radioisotope) dissolved in a very small amount of organic solvent at a concentration (in the simplest case) and the mixture is gently shaken. When an equilibrium of the concentration of the active ingredient in the two phases is formed after several hours, the concentration in the soil and the concentration in the CaCl ₂ solution are determined. The K _d value is obtained using the quotient of the concentration in the soil and the concentration in the CaCl ₂ solution, from which the K _{o / c} value for a particular soil is derived considering the organic carbon content of the soil. According to the present invention, the standard soil is a “LUFA 2.3” soil (sandy loam soil (according to USDA classification) with a pH of approximately 7 [measured in CaCl ₂ ] and an organic carbon content of approximately 1.1%). It is believed that there is. Low-mobility active ingredients are considered to have a _{Ko / c} value of> 250.

  Also preferred are mixtures of pesticides. Also preferred are mixtures of insecticides with other pesticides, such as fungicides.

  Preferred insecticides are fipronil, pyrethroid, 4-chloro-2- (2-chloro-2-methylpropyl) -5-[(6-iodo-3-pyridinyl) methoxy] -3 (2H) -pyridazinone (CAS- RN: 120955-77-3), chlorantraniliprole, chlorfenapyr, chlorpyrifos, cyantraniliprole, phenoxycarb, flufenoxuron, hydramethylnon, imidacloprid, indoxacarb, metaflumizone, pyriproxyfen, tebufenozide, fenvale Rates, tefluthrin, and brofuranilide.

  Preferred insecticides are fipronil, allethrin, alpha-cypermethrin, beta-cyfluthrin, bifenthrin, bioallethrin, 4-chloro-2- (2-chloro-2-methylpropyl) -5-[( 6-iodo-3-pyridinyl) methoxy] -3 (2H) -pyridazinone (CAS-RN: 120955-77-3), chlorantraniliprole, chlorfenapyr, chlorpyrifos, cyantraniliprole, cyfluthrin, cyhalothrin, cypermethrin , Deltamethrin, etofenprox, phenoxycarb, flufenoxuron, hydramethylnon, imidacloprid, indoxacarb, metaflumizone, permethrin, pyriproxyfen, tebufenozide, tralomethrin, and brofuranilide.

  Particularly preferred are fipronil, alpha-cypermethrin, bifenthrin, chlorantraniliprole, chlorfenapyr, cifluthrin, cypermethrin, cyantraniliprole, deltamethrin, etofenprox, hydramethylnon, indoxacarb, metaflumizone, permethrin, And brofuranilide.

  Further particularly preferred are fipronil, alpha-cypermethrin, chlorantraniliprole, chlorfenapyr, cyanantaniprolol, deltamethrin, hydramethylnon, indoxacarb, metaflumizone, and brofuranilide.

  Fipronil, chlorfenapyr and brofuranilide are particularly preferred.

  The weight ratio of pesticide to polymer is usually in the range 5: 1 to 1:50, preferably 4: 1 to 1:50, in particular 3: 1 to 1:40. In another form, the weight ratio of insecticide to polymer is usually in the range 5: 1 to 1:30, preferably 4: 1 to 1:20, in particular 3: 1 to 1: 5.

Insects that can be controlled are usually insects that inhabit the soil, such as termites, ants, cockroaches, beetles, scissors, worms, crickets, spiders, centipedes, millipedes, scorpions, snails, snails, flies, mosquitoes, abs, moths, wasps , Wasps, bees, and plant nematodes,
Termites, ants or plant nematodes are preferred. More preferred insects are termites and ants, with termites being particularly preferred.

  In one form, the insect is a termite (isoptera), preferably a soil termite, especially the genus Reticulitermes, such as the following species: R. flavipes, R. virginicus. ), R. hageni, R. hesperus, R. okanaganensis, R. malletei, R. fibialis; R. glassy (R.grassei), R. banyulensis, R. balkanensis and R. urbis; the genus Coptotermes, such as the following species, C. testaceus), C. gestroi and C. formosanus; Heterotermes, such as the following species: H. aureus, H. tenuis H. convexinotatus and H. cardini; and dry wood termites, especially the genus Incisitermes In particular the following species, I.snyderi and I.minor; and the genus Cryptotermes, in particular the following species, C. brevis and C. vivofrons (C .cavifrons).

  In another form, the insect is from an ant, such as the genus Atta, for example, Atta cephalotes, Atta capigura, Hachiri, Atta laevigata, Atta robusta Atta sexdens, Atta texana; Crematogaster; Lasius; Monorium, such as Monorium pharaonis, Solenopsis, (Solenopsis geminata), fire ants (Solenopsis invicta), Solenopsis richteri, Solenopsis xyloni; Pogonomyrmex fornicum ); Faidole genus, e.g., Pheidole mega cephala), the genus Dasymutilla, such as Dasymilla occidentalis; the genus Camponotus, such as Camponotus floridanus; and the Linepithema ile, such as Linepithema ile, It is.

  In one form, the insect is a plant nematode, e.g., Angunina spp., Aphelenchoides spp., Belonoaimus spp., Bursaferencus sp. Species (Bursaphelenchus spp.), Namiki nematode (Ditylenchus dipsaci), Globodera species (Globodera spp.), Heliocotylenchus spp., Heterodera species (Heterodera spp.), Longidles species Species (Longidorus spp.), Meloidogyne spp., Platylenenchus spp., Radapholus similis, Rotylenchus spp., Trichodols species (Trichodorus spp.), Tylenchorhynchus spp., Tylenchulus spp., Tylenchulus semipenetrans, and Xiphinema spp.

The polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units, and the initiator is an aliphatic polyol having at least three hydroxyl groups.

  The initiator is an aliphatic polyol having at least 3, for example 3, 4, 5 or 6 hydroxyl groups. Preferably, the initiator is an aliphatic polyol having 3 or 4 hydroxyl groups, with 3 hydroxyl groups being particularly preferred.

  The aliphatic polyol can contain 3 to 20, preferably 3 to 10, in particular 3 to 6 carbon atoms. Typically, aliphatic polyols have no heteroatoms other than hydroxyl groups.

  Preferred examples of initiators include glycerol (also known as propane-1,2,3-triol), 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, pentaerythritol, 1,2 , 6-hexanetriol, -methylglucoside, sucrose, and sorbitol. Preferred initiators are glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, and pentaerythritol. Particularly preferred initiators are glycerol, 1,1,1-trimethylol-propane, and 1,1,1-trimethylolethane.

Polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units. The alkylene oxide unit preferably comprises ethylene oxide and / or propylene oxide. In particular, the alkylene oxide units include ethylene oxide and propylene oxide.

  The polymer may have a molecular weight of 400-15,000 g / mol, preferably 600-10,000 g / mol, in particular 1,000-7,000 g / mol.

  The polymer may have a hydroxyl number (also known as OH number) of 20-300 mg KOH / g, preferably 25-150 mg KOH / g, in particular 40-70 mg KOH / g.

  The polymer may have a kinematic viscosity at 25 ° C. of 100 to 1,000 cP, preferably 250 to 750 cP, in particular 400 to 650 cP.

  In a preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, and the initiator is an aliphatic polyol having 3 or 4 hydroxyl groups. In another preferred form, the polymer is formed from an initiator and a plurality of units of ethylene oxide and / or propylene oxide, the initiator is an aliphatic polyol having at least 3 hydroxyl groups, the polymer is 400-15,000 g / mol, Preferably it has a molecular weight of 600-10,000 g / mol.

  In a preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, the initiator is an aliphatic polyol having 3 or 4 hydroxyl groups, and the weight ratio of insecticide to polymer is 5 : 1 to 1:50. In another preferred form, the polymer is formed from an initiator and a plurality of units of ethylene oxide and / or propylene oxide, the initiator is an aliphatic polyol having at least 3 hydroxyl groups, the polymer is 400-15,000 g / mol, Preferably it has a molecular weight of 600 to 10,000 g / mol and the weight ratio of insecticide to polymer is in the range of 4: 1 to 1:40.

  In a preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, the initiator is an aliphatic polyol having 3 or 4 hydroxyl groups, and the weight ratio of insecticide to polymer is 5 In the range of 1 to 1:50, the composition is applied to the soil by soil injection. In another preferred form, the polymer is formed from an initiator and a plurality of units of ethylene oxide and / or propylene oxide, the initiator is an aliphatic polyol having at least 3 hydroxyl groups, the polymer is 400-15,000 g / mol, Preferably it has a molecular weight of 600-10,000 g / mol, the weight ratio of pesticide to polymer is in the range of 4: 1 to 1:40 and the composition is applied to the soil by soil injection.

  In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, the initiator being glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylol. Selected from ethane, pentaerythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol. In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, pentane. Selected from erythritol, 1,2,6-hexanetriol, α-methyl glucoside, sucrose, and sorbitol.

  In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane. , Pentaerythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, wherein the weight ratio of pesticide to polymer is in the range of 4: 1 to 1:40. In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, pentane. Selected from erythritol, 1,2,6-hexanetriol, α-methyl glucoside, sucrose, and sorbitol, the weight ratio of insecticide to polymer is in the range of 4: 1 to 1:40.

  In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane. , Pentaerythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the weight ratio of insecticide to polymer is in the range of 4: 1 to 1:40, and the composition is soil Applied to soil by injection. In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, pentane. Selected from erythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the weight ratio of pesticide to polymer is in the range of 4: 1 to 1:40, and the composition is obtained by soil injection Applied to the soil.

  In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane. , Pentaerythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the polymer has a molecular weight of 400-15,000 g / mol, preferably 600-10,000 g / mol. In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, pentane. Selected from erythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the polymer has a molecular weight of 400-15,000 g / mol, preferably 600-10,000 g / mol.

  In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane. , Pentaerythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the polymer has a molecular weight of 400-15,000 g / mol, preferably 600-10,000 g / mol, insecticide The weight ratio of agent to polymer is in the range of 4: 1 to 1:40. In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, pentane. Selected from erythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the polymer has a molecular weight of 400-15,000 g / mol, preferably 600-10,000 g / mol, The polymer weight ratio is in the range of 4: 1 to 1:40.

  In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and / or propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane. , Pentaerythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the polymer has a molecular weight of 400-15,000 g / mol, preferably 600-10,000 g / mol, insecticide The weight ratio of agent to polymer is in the range of 4: 1 to 1:40 and the composition is applied to the soil by soil injection. In another preferred form, the polymer is formed from an initiator and a plurality of ethylene oxide and propylene oxide units, wherein the initiator is glycerol, 1,1,1-trimethylol-propane, 1,1,1-trimethylolethane, pentane. Selected from erythritol, 1,2,6-hexanetriol, α-methylglucoside, sucrose, and sorbitol, the polymer has a molecular weight of 400-15,000 g / mol, preferably 600-10,000 g / mol, The polymer weight ratio is in the range of 4: 1 to 1:40 and the composition is applied to the soil by soil injection.

The present invention further relates to a composition comprising an insecticide and a polymer, wherein the polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units, the initiator being an aliphatic polyol having at least 3 hydroxyl groups.

  The composition is usually an agrochemical composition. Examples of agrochemical compositions are suspensions (e.g. SC, OD, FS), emulsions (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC) , Pastes, fragrances, hydrated powders or hydrated powders (e.g. WP, SP, WS, DP, DS), compression agents (e.g. BR, TB, DT), granules (e.g. WG, SG, GR) , FG, GG, MG), as well as gel formulations (eg GF) for the treatment of plant propagation materials (eg seeds). These and further composition types are defined in “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6th Ed. May 2008, CropLife International. The composition is a method described in Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or a method described in Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T & F Informa, London, 2005. Etc., and may be prepared by a known method.

  The composition is preferably a liquid composition. The composition is preferably a suspension (eg SC, OD, FS), emulsion (eg EC), or emulsion (eg EW, EO, ES, ME), with suspensions being particularly preferred.

  The composition usually contains auxiliaries. Examples of preferred auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, auxiliaries, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners. Humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, antifreeze agents, antifoaming agents, colorants, tackifiers and binders.

  Preferred solvents and liquid carriers are water and organic solvents (medium to high boiling mineral oil fractions (eg kerosene, diesel oil) etc.); oils from plants or animals; aliphatic, cyclic and aromatic hydrocarbons (eg toluene Alcohols (eg, ethanol, propanol, butanol, benzyl alcohol, cyclohexanol); glycols; DMSO; ketones (eg, cyclohexanone); esters (eg, lactate, carbonate, fatty acid ester, gamma), paraffin, tetrahydronaphthalene, alkylated naphthalene); -Butyrolactone); fatty acids; phosphonates; amines; amides (eg N-methylpyrrolidone, fatty acid dimethylamide); and mixtures thereof.

  Preferred solid carriers or fillers are mineral earths (eg silicates, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide); polysaccharide powders (eg Cellulose, starch); fertilizers (eg, ammonium sulfate, ammonium phosphate, ammonium nitrate, urea); products of plant origin (eg, flour, bark flour, wood flour, nutshell flour), and mixtures thereof.

  Preferred surfactants are surfactant compounds such as anionic surfactants, cationic surfactants, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids, or adjuvants. Examples of surfactants are listed in McCutcheon's, Vol. 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (international or North American version).

  Preferred anionic surfactants are sulfonates, sulfates, phosphates, alkali salts of carboxylates, alkaline earth salts or ammonium salts and mixtures thereof. Examples of sulfonates are alkyl aryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, fatty acid and oil sulfonates, ethoxylated alkyl phenol sulfonates, alkoxylated aryl phenols Sulfonic acid salts, condensed naphthalenic acid sulfonic acid salts, dodecylbenzene and tridecylbenzene sulfonic acid salts, naphthalene and alkylnaphthalene sulfonic acid salts, sulfosuccinate or sulfosuccinate. Examples of sulfates are fatty acid and oil sulfates, sulfates of ethoxylated alkylphenols, sulfates of alcohols, sulfates of ethoxylated alcohols, or sulfates of fatty acid esters. An example of a phosphate is a phosphate ester. Examples of carboxylates are alkyl carboxylates, furthermore carboxylated alcohols or alkylphenol ethoxylates.

  Preferred nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters that are alkoxylated from 1 to 50 equivalents. Ethylene oxide and / or propylene oxide can be used for alkoxylation, preferably ethylene oxide is used. Examples of N-substituted fatty acid amides are fatty acid glucamide or fatty acid alkanolamide. Examples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar-based surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymeric surfactants are homopolymers or copolymers of vinyl pyrrolidone, vinyl alcohol, or vinyl acetate.

  Preferred cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds having one or two hydrophobic groups, or salts of long chain primary amines. Preferred amphoteric surfactants are alkylbetaines and imidazolines. Preferred block polymers are A-B or A-B-A type block polymers containing polyethylene oxide and polypropylene oxide blocks, or A-B-C type block polymers containing alkanol, polyethylene oxide and polypropylene oxide. Preferred polyelectrolytes are polyacids or polybases. Examples of polyacids are polyacrylic acid or alkali salts of polyacid comb polymers. Examples of polybases are polyvinylamine or polyethyleneamine.

  Preferred adjuvants are those compounds that have negligible pesticide activity of their own or that do not have their own pesticide activity and enhance the biological performance of Compound I against the target. Examples are surfactants, mineral oils or vegetable oils, and other auxiliaries. Further examples can be found in Knowles, Adjuvants and additives, Agrow Reports DS256, T & F Informa UK, 2006, chapter 5.

  Preferred thickeners are polysaccharides (eg xanthan gum, carboxymethylcellulose), inorganic clays (organic modified clays or unmodified clays), polycarboxylates and silicates. Preferred bactericides are bronopol and isothiazolinone derivatives (eg alkyl isothiazolinones and benzisothiazolinones). Preferred antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin. Preferred antifoaming agents are silicones, long chain alcohols and fatty acid salts. Preferred colorants (eg, red, blue, or green colorants) are low water-soluble pigments and water-soluble dyes. Examples include inorganic colorants (eg, iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (eg, alizarin colorants, azo colorants, and phthalocyanine colorants). Preferred tackifiers or binders are polyvinyl pyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes, and cellulose ethers.

Examples of pesticide composition species and their preparation are as follows:
i) Water-soluble concentrate (SL, LS)
10-60% by weight of the compound I according to the invention and 5-15% by weight of a wetting agent (eg alcohol alkoxylate) are dissolved in up to 100% by weight of water and / or a water-soluble solvent (eg alcohol). The active substance dissolves when diluted with water.

ii) Dispersible concentrate (DC)
5 to 25% by weight of the compound I according to the invention and 1 to 10% by weight of a dispersant (for example polyvinylpyrrolidone) are dissolved in up to 100% by weight of an organic solvent (for example cyclohexanone). Dilution with water gives a dispersion.

iii) Emulsifiable concentrate (EC)
15 to 70% by weight of compound I according to the invention and 5 to 10% by weight of emulsifier (eg calcium dodecylbenzenesulfonate and castor oil ethoxylate), up to 100% by weight of a water-insoluble organic solvent (eg aromatic hydrocarbons) ). Dilution with water gives an emulsion.

iv) Emulsion (EW, EO, ES)
5-40% by weight of a compound I according to the invention and 1-10% by weight of an emulsifier (eg calcium dodecylbenzenesulfonate and castor oil ethoxylate), 20-40% by weight of a water-insoluble organic solvent (eg aromatic carbonization) Dissolved in hydrogen). This mixture is introduced into up to 100% by weight of water using an emulsifier and made into a uniform emulsion. Dilution with water gives an emulsion.

v) Suspension (SC, OD, FS)
In a ball mill under stirring, 20 to 60% by weight of compound I according to the invention is added to 2 to 10% by weight of a dispersant and wetting agent (eg sodium lignosulfonate and alcohol ethoxylate), an increase of 0.1 to 2% by weight. Grinding with the addition of a viscous agent (eg xanthan gum) and up to 100% by weight of water gives a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance. To the FS type composition, up to 40% by weight of a binder (eg polyvinyl alcohol) is added.

vi) Water-dispersible granule and water-soluble granule (WG, SG)
50-80% by weight of compound I according to the invention is pulverized while adding up to 100% by weight of a dispersant and a wetting agent (e.g. sodium lignosulfonate and alcohol ethoxylate) and a dedicated apparatus (e.g. an extruder, It is prepared as a water-dispersible granule or a water-soluble granule using a spray tower or a fluidized bed. Dilution with water gives a stable dispersion or solution of the active substance.

vii) Water-dispersible powder and water-soluble powder (WP, SP, WS)
In a rotor stator mill, 50 to 80% by weight of compound I according to the invention is added to 1 to 5% by weight of a dispersant (for example sodium lignosulfonate), 1 to 3% by weight of a wetting agent (for example alcohol ethoxylate) and Grind while adding up to 100% by weight of solid support (eg silica gel). Dilution with water gives a stable dispersion or solution of the active substance.

viii) Gel (GW, GF)
In a ball mill under agitation, 5 to 25% by weight of compound I according to the invention is added to 3 to 10% by weight of a dispersant (for example sodium lignosulfonate), 1 to 5% by weight of a thickener (for example carboxymethylcellulose). And milling while adding up to 100% by weight of water to obtain a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance.

iv) Microemulsion (ME)
5 to 20% by weight of compound I according to the invention is mixed with 5 to 30% by weight of an organic solvent blend (for example fatty acid dimethylamide and cyclohexanone), 10 to 25% by weight of a surfactant blend (for example alcohol ethoxylate and arylphenol ethoxy). Rate), and add to 100% water. This mixture is stirred for 1 hour to spontaneously produce a thermodynamically stable microemulsion.

iv) Microcapsule (CS)
5 to 50% by weight of compound I according to the invention, 0 to 40% by weight of a water-insoluble organic solvent (for example aromatic hydrocarbons), 2 to 15% by weight of acrylic monomers (for example methyl methacrylate, methacrylic acid and diacrylate or The oil phase containing the triacrylate) is dispersed in an aqueous solution of a protective colloid (eg polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly (meth) acrylate microcapsules. Alternatively, 5 to 50% by weight of the compound I according to the invention, 0 to 40% by weight of a water-insoluble organic solvent (eg aromatic hydrocarbon), and an isocyanate monomer (eg diphenylmethene-4,4′-diisocyanate) The oil phase containing is dispersed in an aqueous solution of a protective colloid (eg polyvinyl alcohol). Addition of a polyamine (eg hexamethylenediamine) results in the formation of polyurea microcapsules. The total amount of monomers is 1 to 10% by weight. % By weight relates to the total CS composition.

ix) Dustable powder (DP, DS)
1-10% by weight of the compound I according to the invention is pulverized and mixed thoroughly with up to 100% by weight of a solid support (eg finely divided kaolin).

x) Granule (GR, FG)
0.5-30% by weight of compound I according to the invention is pulverized and combined with up to 100% by weight of a solid support (eg silicate). Granulation is accomplished by extrusion, spray drying, or fluidized bed.

xi) ultra-low volume liquid (UL)
1 to 50% by weight of the compound I according to the invention is dissolved in up to 100% by weight of an organic solvent (for example an aromatic hydrocarbon).

  Composition types i) to xi) optionally comprise further auxiliaries (e.g. 0.1 to 1% by weight bactericides, 5 to 15% by weight cryoprotectant, 0.1 to 1% by weight antifoaming agent, and 0.1 to 1). % By weight of colorant).

  Agrochemical compositions generally comprise from 0.01 to 95% by weight of active substance, preferably from 0.1 to 90% by weight, most preferably from 0.5 to 75% by weight. The active substances are used in a purity (according to NMR spectrum) of 90% to 100%, preferably 95% to 100%.

  Water-soluble agent (LS), Suspoemulsion (SE), Flowable concentrate (FS), Powder for drying treatment (DS), Water-dispersible powder for slurry treatment (WS), Water-soluble powder (SS), emulsion (ES), emulsion (EC) and gel (GF) are usually used for the purpose of treating plant propagation material (especially seeds). The composition, after 2-10 fold dilution, gives an active substance concentration of 0.01-60 wt. Application can be carried out before or during sowing. Methods for applying or treating Compound I and its composition, respectively, on plant propagation material (especially seeds) include propagation material dressing, coating, pelleting, Includes dusting, soaking and in-furrow methods. Preferably, Compound I or a composition thereof is applied to the plant propagation material in such a way that germination is not induced (eg by seed dressing, seed pelleting, seed coating and seed dusting).

  When used in plant protection, the amount of active substance applied is 0.001 to 2 kg per hectare (ha), preferably 0.005 to 2 kg per hectare, more preferably 0.05 per hectare, depending on the type of effect desired. ~ 0.9kg, especially 0.1-0.75kg per hectare.

  In the treatment of plant propagation material (e.g. seed) (e.g. treatment by seed dusting method, seed coating method or seed soaking method), 0.1 to 1000 g, preferably 1 to 1000 g, per 100 kg of plant propagation material (preferably seed) An amount of active substance of preferably 1-100 g and most preferably 5-100 g is generally required. When used in the protection of materials or stored products, the amount of active substance applied depends on the type of application area and the desired effect. The amount conventionally applied in the protection of the material is 0.001 g to 2 kg, preferably 0.005 g to 1 kg of active substance per cubic meter of material to be treated.

  Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients and other pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners), active substances or those Can be added as a premix or, if appropriate, just prior to use (tank mix). These agents can be mixed with the composition according to the invention in a weight ratio of 1: 100 to 100: 1, preferably 1:10 to 10: 1.

  The present invention provides various advantages: Insecticides can travel deep into the soil. Polymers are usually easily formulated with standard agrochemical compositions. The composition is usually physically stable over a long product shelf life. The composition may have an acceptable toxicity profile (eg, acceptable low eye irritation).

Polymer A: Polymer formed from glycerol and units of ethylene oxide and propylene oxide, molecular weight about 3000 g / mol, hydroxyl number about 56 mg KOH / g, clear liquid, kinematic viscosity at 25 ° C about 582 cP, density at 25 ° C about 1.02 g / cm ³ .
Polymer B: liquid composition, 70 wt% polymer A, 10 wt% nonionic surfactant (ethoxylated alcohol, HLB about 13, hydroxyl number about 125), 10 wt% anionic surfactant (dodecyl) Calcium benzenesulfonate) and 10% by weight of 1,2-propylene glycol.
Surfactant A: Liquid, nonionic ethoxylated tristyrylphenol, HLB 10-11.
Surfactant B: Nonionic EO-PO-EO triblock copolymer, average molecular weight of about 2500 Da, pour point -4 ° C, HLB1-7, solubility in water at 25 ° C of at least 10% by weight.
Surfactant C: alkyl polyethylene glycol ether based on C10-Gelbe alcohol, HLB ca. 13, solubility in water at 23 ° C. of at least 10% by weight.
Surfactant D: calcium dodecylbenzenesulfonate.
Silica thickener: white powder, hydrophilic fumed silica, specific surface area (BET) of about 200 m ² / g, average primary particle size of 12 nm, tap density of about 0.05 kg / m ³ .

Wetting front test procedure A fine nylon mesh (Polyseamseal® Caulk, Henkel Corp) was glued to one end of a 15 cm × 1.5 cm plastic tube. The tube was filled with Greenville silt loam (sand: silt: clay, 22:58:20). As the soil was added, the tube was lightly struck against the bench to loosely fill the soil (approximately 50 g soil per tube). An aqueous solution of the subject treatment was prepared. The solution (4 ml) was added to a glass beaker (50 ml capacity) and a tube filled with soil was placed in the beaker. Each treatment was repeated 4 times. The solution migrated into the upper soil via capillary action, and after 20 hours, the wet front was measured at three locations using a digital caliper. Means were separated at the 0.05% level via Tukey's HSD following analysis of variance (ANOVA).

[Example 1]
Soil movement of chlorfenapyr
An aqueous solution containing 600 ppm chlorfenapyr was made from Phantom® Termiticide (aqueous SC with 21.45 wt% chlorfenapyr content, BASF Corp.). Optionally, 1200 ppm or 3000 ppm of polymer B was added. The results of the wet front test are summarized in Table 1.

[Example 2]
Soil movement of brofuranilide
An aqueous solution containing 600 ppm brofuranilide was made from an aqueous suspension of brofuranilide. Optionally, 1500 ppm, 3000 ppm or 4200 ppm of Polymer A was added. The results of the wet front test are summarized in Table 2.

[Example 3]
Soil movement of brofuranilide
An aqueous solution containing 600 ppm brofuranilide was made from an aqueous suspension containing 100 g / l brofuranilide. Optionally, 3000 ppm of polymer B was added. The wet front test was performed as described above by another analytical method.

  Tubes filled with soil (4 replicates for both samples with and without polymer) were divided into 7 segments each 2 cm long. Segment “0-2 cm” was the bottom segment that was in direct contact with the aqueous solution of brofuranilide. The segments (about 4.0 g each) were extracted twice with acetonitrile. The amount of brofuranilide was quantified via HPLC with UV detection. The amounts are summarized in Table 3.

[Example 4]
Soil movement of brofuranilide
An aqueous solution containing 600 ppm brofuranilide was made from an aqueous suspension containing 100 g / l brofuranilide. Optionally, 300, 600 or 1500 ppm of polymer A was added. The results of the wet front test are summarized in Table 4.

[Example 5]
Soil movement of fipronil
An aqueous solution containing 600 ppm fipronil was made from an aqueous suspension containing 9.1% by weight fipronil (Termidor® SC, BASF). Optionally, 1200 ppm or 3000 ppm of polymer B was added. The results of the wet front test are summarized in Tables 5a (2 hour soil treatment) and 5b (20 hour soil treatment).

[Example 6]
Brofuranilide suspension in propylene glycol A brofuranilide suspension having the following composition was prepared by adding the ingredients according to Table 6 into 1,2-propylene glycol with stirring. Stirring was continued until homogeneous. The mixture was then wet milled using a bead mill until the pesticide particle size was approximately 2 μm.

  The three prepared samples were stored under the following conditions: (a) one sample was stored at -10 ° C, (b) another sample was F / T (at a temperature between -10 ° C and 30 ° C). (C) The third sample was stored at 54 ° C. for 2 weeks. Particle size was measured by Malvern Mastersizer 2000 before / after storage.

  Suspension stability was determined by visual observation of the phase separation of the sample after storage, and the increase in particle size before / after storage at different storage temperatures. It was found that there was no increase in particle size at all storage temperatures and no phase separation occurred and therefore the suspension with polymer A was physically stable.

Claims (17)

A method for controlling insects, a composition comprising an insecticide and a polymer is applied to the soil, the polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units, initiators least three The method which is an aliphatic polyol which has the following hydroxyl group.   2. The method according to claim 1, wherein the insect is an insect that inhabits the soil.   The method according to claim 1 or 2, wherein the insect is a termite or an ant.   4. The method according to any one of claims 1 to 3, wherein the weight ratio of insecticide to polymer is in the range of 5: 1 to 1:50.   The method according to any one of claims 1 to 4, wherein the soil is present under the building or within a radius of 50 m thereof.   6. The method according to any one of claims 1 to 5, wherein the composition is applied to the soil by soil injection.   7. A method according to any one of claims 1 to 6, wherein the composition is applied in the form of an aqueous dilution containing from 100 to 10,000 ppm of polymer.   The method according to any one of claims 1 to 7, wherein the initiator is an aliphatic polyol having 3 or 4 hydroxyl groups.   The method according to any one of claims 1 to 8, wherein the alkylene oxide unit comprises ethylene oxide and / or propylene oxide.   10. A method according to any one of claims 1 to 9, wherein the polymer has a molecular weight of 400 to 15,000 g / mol.   11. The method according to any one of claims 1 to 10, wherein the insecticide has a solubility in water of up to 10 g / l at 20 <0> C. A composition comprising a pesticide and polymer, the polymer is formed from an initiator and a plurality of C ₂ -C ₆ alkylene oxide units, the initiator is an aliphatic polyol having at least three hydroxyl groups, the composition.   13. A composition according to claim 12, wherein the weight ratio of pesticide to polymer is in the range of 5: 1 to 1:50.   14. A composition according to claim 12 or 13, wherein the insecticide is a termiticide.   15. The composition according to any one of claims 12 to 14, wherein the initiator is an aliphatic polyol having 3 or 4 hydroxyl groups.   16. A composition according to any one of claims 12 to 15, wherein the polymer has a molecular weight of 400 to 15,000 g / mol.   17. A composition according to any one of claims 12 to 16, wherein the insecticide has a solubility in water of up to 10 g / l.